2-cyano-N'-(1-(4-(piperidin-1-ylsulfonyl)phenyl)ethylidene)acetohydrazide | 1263308-16-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-cyano-N'-(1-(4-(piperidin-1-ylsulfonyl)phenyl)ethylidene)acetohydrazide
• 英文别名: 2-cyano-N'-(1-(4-(piperidine-1-ylsulfonyl)phenyl)ethylidene)acetohydrazide；2-cyano-N-[1-(4-piperidin-1-ylsulfonylphenyl)ethylideneamino]acetamide
• CAS: 1263308-16-2
• 化学式: C₁₆H₂₀N₄O₃S
• 分子量: 348.426
• InChiKey: KSWPPZUMRGQFDE-UHFFFAOYSA-N

物化性质

• 熔点：
  215-217 °C(Solvent: Ethanol)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-cyano-N'-(1-(4-(piperidin-1-ylsulfonyl)phenyl)ethylidene)acetohydrazide 在 哌啶 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 10.0h， 生成 6-amino-2-oxo-1-(1-(4-(piperidine-1-ylsulfonyl)phenyl)ethylideneamino)-4-p-tolyl-1,2-dihydropyridine-3,5-dicarbonitrile
  参考文献：
  名称：

  Bashandy, Mahmoud S.; Al-Said, Mansour S.; Al-Qasoumi, Saleh I., Arzneimittel-Forschung/Drug Research, 2011, vol. 61, # 9, p. 521 - 526

  摘要：

  DOI：
• 作为产物：
  描述：

  1-[4-(哌啶-1-磺酰基)-苯基]-乙酮 、 氰乙酰肼 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以94%的产率得到2-cyano-N'-(1-(4-(piperidin-1-ylsulfonyl)phenyl)ethylidene)acetohydrazide
  参考文献：
  名称：

  Anti-breast cancer activity of some novel 1,2-dihydropyridine, thiophene and thiazole derivatives

  摘要：

  A variety of novel 1,2-dihydropyridines 10-17, thiophenes 18-21 and thiazole 22 having a biologically active sulfone moiety were obtained via the reaction of 2-cyano-N'-[1-(4-(piperidin-1-ylsulfonyl) phenyl) ethylidene] acetohydrazide 3 with a variety of reagents. The structures of the newly synthesized compounds were confirmed by elemental analysis, IR, H-1 NMR, C-13 NMR and mass spectral data. All the newly synthesized compounds were evaluated for their in-vitro anticancer activity against human breast cancer cell line (MCF7). Compounds 15 and 11 with IC50 values (20.6, 25.5 mu M) exhibited better activity than Doxorubicin as a reference drug with IC50 value (32.02 mu M), while compound 14 is nearly as active as Doxorubicin as positive control. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.10.024

文献信息

• Anti-breast cancer activity of some novel 1,2-dihydropyridine, thiophene and thiazole derivatives
  作者：Mansour S. Al-Said、Mahmoud S. Bashandy、Saleh I. Al-qasoumi、Mostafa M. Ghorab

  DOI：10.1016/j.ejmech.2010.10.024

  日期：2011.1

  A variety of novel 1,2-dihydropyridines 10-17, thiophenes 18-21 and thiazole 22 having a biologically active sulfone moiety were obtained via the reaction of 2-cyano-N'-[1-(4-(piperidin-1-ylsulfonyl) phenyl) ethylidene] acetohydrazide 3 with a variety of reagents. The structures of the newly synthesized compounds were confirmed by elemental analysis, IR, H-1 NMR, C-13 NMR and mass spectral data. All the newly synthesized compounds were evaluated for their in-vitro anticancer activity against human breast cancer cell line (MCF7). Compounds 15 and 11 with IC50 values (20.6, 25.5 mu M) exhibited better activity than Doxorubicin as a reference drug with IC50 value (32.02 mu M), while compound 14 is nearly as active as Doxorubicin as positive control. (C) 2010 Elsevier Masson SAS. All rights reserved.
• Bashandy, Mahmoud S.; Al-Said, Mansour S.; Al-Qasoumi, Saleh I., Arzneimittel-Forschung/Drug Research, 2011, vol. 61, # 9, p. 521 - 526
  作者：Bashandy, Mahmoud S.、Al-Said, Mansour S.、Al-Qasoumi, Saleh I.、Ghorab, Mostafa M.

  DOI：——

  日期：——